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Sn(OTf)<sub>2</sub>-Catalyzed (3 + 2) Cycloaddition/Sulfur Rearrangement Reaction of Donor–Acceptor Cyclopropanes with Indoline-2-thiones

Yan Jiang, Haojie Ma, Chen-Ying Zhai, Xuelong Wang

2024Organic Letters14 citationsDOI

Abstract

The (3 + 2) cycloaddition/sulfur rearrangement reaction of donor–acceptor cyclopropanes bearing a single keto acceptor with indoline-2-thiones has been realized. Under the catalysis of Sn(OTf) 2, a series of functionalized 3-indolyl - 4,5-dihydrothiophenes were synthesized with moderate to excellent yields.

Topics & Concepts

IndolineChemistryCycloadditionCatalysisSulfurAcceptorMedicinal chemistryOrganic chemistryPhysicsCondensed matter physicsCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic Alkyne Reactions
Sn(OTf)<sub>2</sub>-Catalyzed (3 + 2) Cycloaddition/Sulfur Rearrangement Reaction of Donor–Acceptor Cyclopropanes with Indoline-2-thiones | Litcius